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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 363844Erstellt: 26. Oktober 2026

Acetic Anhydride → Baccatin Iii

https://huagongshe.com/reaction/363844

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetic AnhydrideHCID 7918—
Edukt10-deacetylbaccatin IIIHCID 154272—
EduktDichloromethane methanolHCID 21226129—
KatalysatorScandium(III) triflateHCID 2734571—
LösungsmittelTetrahydrofuranHCID 8028—
ProduktBaccatin IiiHCID 6536658%
Produkt10-deacetylbaccatin IIIHCID 15427218%

Reaktionsschritte

To a solution of 50 mg (91.9 μmol) of 10-deacetylbaccatin III and 13 μL (1.5 eq.) of acetic anhydride in 2.0 mL of freshly distilled tetrahydrofuran 100 μL of a solution of 4.5 mg of commercial scandium trifluoromethanesulfonate in 1.0 mL of tetrahydrofuran was added. The reaction mixture was stirred at room temperature for 48 hours. Usual workup and isolation of the product by means of preparative TLC (Silica 60, CH2Cl2/MeOH 10:1) afforded 9 mg of unreacted 10-deacetylbaccatin III (18%) along with 31 mg of baccatin III (58%). 1H-NMR and Rf-value (TLC) were in accordance with the product from example 1.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05874595
Quelldatensatzuspto-grants-1999_02
ORD IDord-8d7679915d9c41e98caf514da8929edb
Quellennotizuspto-grants-1999_02